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1 year ago
22:38

JizzBunker

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9 months ago
8:35

ShemaleSin

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Fierce and Flawless: Crossdresser Kitty's Fashion Showcase!
9 months ago
6:35

xHamster

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3 years ago
12:36

TrannyOne

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3 years ago
4:22

TrannyOne

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White Sissy riding BBC Reverse Cowgirl
4 years ago
2:59

aShemaleTube

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First-Timer Femboy Gets Fapped
1 year ago
6:04

KeekAss

First-Timer Femboy Gets Fapped

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It Was His First Time With A Trans Woman At First He Was A Little Nervous But He Started To Loosen Up
1 year ago
8:06

Txxx

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5 months ago
11:37

ShemaleSin

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Blonde Bombshell Chronicles: Unveiling the Mesmerizing Power and Magnetic Charisma of the Iconic Blonde Look
9 months ago
6:09

xHamster

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Cute TS Bailey Jay's casting
3 years ago
6:19

ShemaleSin

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I Record While I Fuck For The First Time With My Transsexual Girlfriend
1 year ago
20:18

BeMyHole

I Record While I Fuck For The First Time With My Transsexual Girlfriend

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Apr. 2016 -Yuki's compilation-
4 years ago
28:12

aShemaleTube

Apr. 2016 -Yuki's compilation-

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Glamour and Grace: Unleashing Your Inner Beauty!
9 months ago
5:13

xHamster

Glamour and Grace: Unleashing Your Inner Beauty!

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Sissy Sadee Gives Lewd Wife Surprise Anal Sex Filling Her Booty With Cum
2 years ago
16:03

ShemaleSin

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GROOBY GIRLS - Pretty Sapphire Dream First Time Solo Play
3 months ago
3:11

HQBang

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9 months ago
5:24

xHamster

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8 months ago
0:41

aShemaleTube

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9 months ago
5:14

xHamster

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Express Yourself: Crossdresser Kitty's Guide to Authenticity!
9 months ago
5:27

xHamster

Express Yourself: Crossdresser Kitty's Guide to Authenticity!

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This Babe Came Over & Got To Work Sucking Jocks Then Taking It Up The Butt
3 years ago
7:19

ShemaleSin

This Babe Came Over & Got To Work Sucking Jocks Then Taking It Up The Butt

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Transsexual Fatty Blows Dick First Time 6 Min
1 year ago
5:56

ShemaleZ

Transsexual Fatty Blows Dick First Time 6 Min

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11 months ago
17:21

ShemaleTaxi

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This is my 1st time with a tgirl! I discovered her on a dating web site! - Jade Venus & Spencer Bradley
1 year ago
6:11

ShemaleSin

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1 year ago
0:32

Txxx

The first time of Carolina - Pinko TGirls

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FEMOUT XXX - Lucy Heifer Teasing For The First Time
2 months ago
3:06

TransHero

FEMOUT XXX - Lucy Heifer Teasing For The First Time

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Khloe Kay, Aiden Ashley And L L In Trans Licks Aiden Pussy First Time
1 year ago
6:15

ShemaleZ

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3 months ago
10:40

aShemaleTube

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1 year ago
6:11

FapCat

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Sissy creampied for the first time by older man - Laylacross
1 year ago
12:25

aShemaleTube

Sissy creampied for the first time by older man - Laylacross

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8 months ago
6:30

xHamster

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2 years ago
1:42

aShemaleTube

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Arab Femboy First Time Anal
4 years ago
1:21

aShemaleTube

Arab Femboy First Time Anal

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FemBoyIzzy Cums In Yoga Pants With Vibrator
4 years ago
4:26

aShemaleTube

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GROOBYGIRLS: Debuting Goddess Genevieve
1 year ago
3:11

xHamster

GROOBYGIRLS: Debuting Goddess Genevieve

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Trans Girl Fucked By Machine For First Time
1 year ago
13:34

ShemaleZ

Trans Girl Fucked By Machine For First Time

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1st Homosexual Experience with Your Superlatively good Ally JOI
5 months ago
2:05

ShemaleSin

1st Homosexual Experience with Your Superlatively good Ally JOI

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4 years ago
9:13

aShemaleTube

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clitty play
4 years ago
1:07

aShemaleTube

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First Time Eating Ass
2 years ago
7:55

getTranny

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1St Time Trans having anal toy with heels and costume
1 year ago
2:23

ShemaleSin

1St Time Trans having anal toy with heels and costume

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Amazing Ass Cheeks Slutty Booty Shorts cars driving by Sissy
4 years ago
4:06

aShemaleTube

Amazing Ass Cheeks Slutty Booty Shorts cars driving by Sissy

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Cumming a little looking at me and handling my own body
3 months ago
6:05

XXXDan

Cumming a little looking at me and handling my own body

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First-timer, fetish
2 years ago
6:19

ShemaleTaxi

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9 months ago
5:53

xHamster

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3 years ago
7:01

TrannyOne

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2 months ago
10:11

xHamster

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3 years ago
5:56

TrannyOne

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First time sissy on a fuck machine
1 year ago
0:59

aShemaleTube

First time sissy on a fuck machine

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Red-Haired TRANSSEXUAL Alexia Takes on BIG BLACK COCK Tribal Manager
1 year ago
1:07

KeekAss

Red-Haired TRANSSEXUAL Alexia Takes on BIG BLACK COCK Tribal Manager

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Ladyboy Firsttimer Ploy Gets Fucked Bareback
1 year ago
5:55

BeMyHole

Ladyboy Firsttimer Ploy Gets Fucked Bareback

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Two incredible women, Aidra Fox and Alexis Tae, shoot together for the first time in this super hot girl girl scene. There is tons of kissing, eye con
2 years ago
4:59

FapCat

Two incredible women, Aidra Fox and Alexis Tae, shoot together for the first time in this super hot girl girl scene. There is tons of kissing, eye con

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She ate my ass first time for me and it was amazing
3 years ago
6:15

TrannyOne

She ate my ass first time for me and it was amazing

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Young German shemale shemale gets anal fucked on date with amateur user
1 year ago
9:06

XXXDan

Young German shemale shemale gets anal fucked on date with amateur user

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Candid public upskirt tease with a kinky first-timer getting off
11 months ago
24:42

ShemaleTaxi

Candid public upskirt tease with a kinky first-timer getting off

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Very First time trans doll TheJuicyJosi bj'ed a trunk (blow) and get humped before web cam
1 year ago
1:10

KeekAss

Very First time trans doll TheJuicyJosi bj'ed a trunk (blow) and get humped before web cam

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Sizzling Secretary Vibes: Kitty Stuns in a Blue Dress as the Ultimate Femboy Icon!
2 months ago
6:05

xHamster

Sizzling Secretary Vibes: Kitty Stuns in a Blue Dress as the Ultimate Femboy Icon!

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Man gets pulverized by transgender princess for the very first time
2 years ago
14:08

TrannyOne

Man gets pulverized by transgender princess for the very first time

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Hot Sissy Liya Anal  Dildo
4 years ago
1:01

aShemaleTube

Hot Sissy Liya Anal Dildo

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Cumming A Little Bit Watching Myself And Handling My Own Body
6 months ago
6:05

xHamster

Cumming A Little Bit Watching Myself And Handling My Own Body

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FEMOUT XXX - Ashley Scarlett First Time Solo Masturbation
8 months ago
3:06

HQBang

FEMOUT XXX - Ashley Scarlett First Time Solo Masturbation

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Helena Price first Time Transgender Cutie
3 years ago
32:49

ShemaleSin

Helena Price first Time Transgender Cutie

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Confidence is Key: Embrace Your Unique Style with Crossdresser Kitty!
9 months ago
5:36

xHamster

Confidence is Key: Embrace Your Unique Style with Crossdresser Kitty!

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Blowjob and sodomy
4 years ago
2:36

aShemaleTube

Blowjob and sodomy

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Latina And Shemale Fucks Dude My Very First Time
1 year ago
7:45

BeMyHole

Latina And Shemale Fucks Dude My Very First Time

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This anal slut get fuck in the ass by two huge dicks
4 years ago
21:41

aShemaleTube

This anal slut get fuck in the ass by two huge dicks

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Str8 Syrian
4 years ago
7:08

aShemaleTube

Str8 Syrian

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My First Time With A Trans. Part 2
1 year ago
7:05

ShemaleZ

My First Time With A Trans. Part 2

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Brazilian guy transformed into a sexy drag queen for first time
3 years ago
6:41

TrannyOne

Brazilian guy transformed into a sexy drag queen for first time

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Is this your first time in a shemale gangbang
3 years ago
14:18

TrannyOne

Is this your first time in a shemale gangbang

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Shy trans gal asks u to cum for her JOI AUDIO merely (1st time joi, hope its ok)
2 years ago
0:08

ShemaleSin

Shy trans gal asks u to cum for her JOI AUDIO merely (1st time joi, hope its ok)

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I'm transroxy, a highly saucy chocolate club to blow on, ginormous dark-skinned penis
1 year ago
3:03

KeekAss

I'm transroxy, a highly saucy chocolate club to blow on, ginormous dark-skinned penis

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Cute Shemale Cock Hands Free Masturbating Smooth White Thighs
3 months ago
6:18

XXXDan

Cute Shemale Cock Hands Free Masturbating Smooth White Thighs

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Hung Trans Keira Verga Fucks Her Fan For The First Time
3 years ago
18:22

TrannyOne

Hung Trans Keira Verga Fucks Her Fan For The First Time

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The first time Star GiGiMoon gets her beautiful ass fucked with t purple dildo and enjoys playing with her wonderful little hole
5 months ago
5:25

xHamster

The first time Star GiGiMoon gets her beautiful ass fucked with t purple dildo and enjoys playing with her wonderful little hole

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Buck Richards takes on Trans Jexxxica Blake's fat big black cock
1 year ago
4:57

TrannyOne

Buck Richards takes on Trans Jexxxica Blake's fat big black cock

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Tgirl jerk cum
4 years ago
2:06

aShemaleTube

Tgirl jerk cum

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ASIANTGIRL - Horny Ladyboy with big ass masturbates
9 months ago
3:06

HQBang

ASIANTGIRL - Horny Ladyboy with big ass masturbates

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First Timer Friday: Godivas Climax!
1 year ago
3:05

ShemaleZ

First Timer Friday: Godivas Climax!

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First time cd anal fucking
7 months ago
0:32

aShemaleTube

First time cd anal fucking

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YUMMY Natural Boy Boobs Hot Shemale Cute Sexy Big Tits Model Cosplayer Sissy Crossdresser Tranny
2 months ago
5:28

JizzBunker

YUMMY Natural Boy Boobs Hot Shemale Cute Sexy Big Tits Model Cosplayer Sissy Crossdresser Tranny

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1St time for my spouse screw with Ladyboy Full (Free Clip)
1 year ago
23:44

ShemaleSin

1St time for my spouse screw with Ladyboy Full (Free Clip)

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Sexy Celebrity Dress Crossdresser Sissy Slut White Body
6 months ago
6:16

xHamster

Sexy Celebrity Dress Crossdresser Sissy Slut White Body

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May fifth 2022
2 years ago
5:38

ShemaleSin

May fifth 2022

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Crossdresser CD Blows Straight Boy first Time Candicane
1 year ago
11:36

TrannyOne

Crossdresser CD Blows Straight Boy first Time Candicane

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My fans got what this chab craved for
2 years ago
0:33

ShemaleSin

My fans got what this chab craved for

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Sep first 2022
2 years ago
12:42

ShemaleSin

Sep first 2022

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Jerking Shemale at Home First Part Cumming Out in Second Part
9 months ago
5:08

xHamster

Jerking Shemale at Home First Part Cumming Out in Second Part

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Her first Time With A Tranny Way More Excellent Then A Chap
2 years ago
12:56

ShemaleSin

Her first Time With A Tranny Way More Excellent Then A Chap

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Bigbooty ladyboy spreads butt solo during casting
3 years ago
5:57

TrannyOne

Bigbooty ladyboy spreads butt solo during casting

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My very first time with a trans. Part trio. He moves deliciously on top of my prick
1 year ago
9:38

KeekAss

My very first time with a trans. Part trio. He moves deliciously on top of my prick

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First time for chubby crossdresser
3 years ago
4:26

TrannyOne

First time for chubby crossdresser

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Grindr daddy fucking me for first time
10 months ago
11:36

aShemaleTube

Grindr daddy fucking me for first time

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1 year ago
12:55

ShemaleSin

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8 months ago
6:40

xHamster

Self palpate big ass booty shemale in a very hot style of bending down

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Amateur crossdresser
4 years ago
1:25

aShemaleTube

Amateur crossdresser

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SEE A ENONY TGIRL WANK HER KNOB UNTILL THIS BABE CUM LOADS
2 years ago
3:13

ShemaleSin

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Ever See Straight Guy Fucks A Transexual For The First Time?
1 year ago
5:30

BeMyHole

Ever See Straight Guy Fucks A Transexual For The First Time?

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Big White Ass Sissy Crossdresser Lady Boy Purple Dress
9 months ago
5:23

xHamster

Big White Ass Sissy Crossdresser Lady Boy Purple Dress

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Crossdresser Fucks Uncle for First Time
6 years ago
3:42

aShemaleTube

Crossdresser Fucks Uncle for First Time

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1 year ago
12:36

FapCat

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The Pill Episode 2 - Chris First Time
1 year ago
18:47

JizzBunker

The Pill Episode 2 - Chris First Time

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Hot guy gets his ass plowed for the first time by a nasty shemale beauty
3 years ago
21:06

TrannyOne

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GROOBY GIRLS - Beautiful Sapphire Dream First Time Solo Play
8 months ago
3:11

FapNow

GROOBY GIRLS - Beautiful Sapphire Dream First Time Solo Play

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My first and in my mouth.
5 months ago
8:38

xHamster

My first and in my mouth.

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Soldiers Nastiest Desire Jizzed True
1 year ago
0:33

KeekAss

Soldiers Nastiest Desire Jizzed True

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1 year ago
6:15

TrannyOne

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Playing with my tits, ass and cumming
4 years ago
3:57

aShemaleTube

Playing with my tits, ass and cumming

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HANDLESS Cumshot Ladyboy Cute Cock Swallowing Cum
6 months ago
6:30

xHamster

HANDLESS Cumshot Ladyboy Cute Cock Swallowing Cum

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Hor Sissy Brenda in ebony underware cumming on camera for her 1st time!
2 years ago
2:05

ShemaleSin

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Curious straight guy wants to fuck a transexual for the first time
1 year ago
31:35

XXXDan

Curious straight guy wants to fuck a transexual for the first time

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First time teacher of magic and alice blitz ( part 1 )
2 years ago
13:25

TrannyOne

First time teacher of magic and alice blitz ( part 1 )

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Gordita travesti muy caliente parte two
3 years ago
11:33

ShemaleSin

Gordita travesti muy caliente parte two

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My first time with a 24 cm dildo and cumming like a sissy
1 year ago
14:28

xHamster

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4 years ago
1:45

aShemaleTube

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8 months ago
6:08

xHamster

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Oct 29th 2022
2 years ago
19:01

ShemaleSin

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3 years ago
16:19

TrannyOne

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1 year ago
1:03

KeekAss

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2 years ago
6:15

ShemaleSin

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3 years ago
5:58

ShemaleSin

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2 years ago
10:06

FapCat

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Shemales Eva Maxim and big tits tranny Brittney Kade fucked hot chick for the first time and hot MILF Kenna James liked threesome Shemales only dated
1 year ago
6:11

FapCat

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3 years ago
0:40

ShemaleSin

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9 months ago
6:08

xHamster

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3 months ago
2:32

HQBang

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1 year ago
6:27

ShemaleZ

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17 days ago
11:24

FapCat

A real Russian amateur couple enjoys a passionate outdoor adventure. This mature duo showcases their love for each other and nature in this homemade v

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40 days ago
3:02

HQBang

FEMOUT XXX: First-Timer Venus Dream!

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TS Jessy Dubai and Steve Rickz Flip Bang Pt two
4 years ago
5:32

ShemaleSin

TS Jessy Dubai and Steve Rickz Flip Bang Pt two

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3 years ago
7:01

TrannyOne

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1 year ago
5:35

getTranny

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9 months ago
5:39

xHamster

Shemale White Sissy Big Butt Striptease

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4 years ago
2:15

aShemaleTube

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This Is Our First Time Having A Threesome With A Shemale Girl
1 year ago
13:24

BeMyHole

This Is Our First Time Having A Threesome With A Shemale Girl

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3 years ago
8:59

TrannyOne

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1 year ago
8:12

XXXDan

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2 years ago
12:06

ShemaleSin

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1 year ago
8:03

KeekAss

TRANSSEXUAL Marcela Ragonne Luvs Her Orgy Machine

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This Is Our First Time Having A Threesome With A TS
1 year ago
13:48

BeMyHole

This Is Our First Time Having A Threesome With A TS

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Sucking Cock Dude Has His First Time With A Shemale Right After A Breakup
1 year ago
5:52

BeMyHole

Sucking Cock Dude Has His First Time With A Shemale Right After A Breakup

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4 years ago
5:30

aShemaleTube

girl sperms her penis first time in the show

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2 years ago
13:42

TrannyOne

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4 months ago
11:17

ShemaleTaxi

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4 years ago
15:29

aShemaleTube

Compilation of shemale prostitutes doing their thing

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3 months ago
6:05

XXXDan

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3 years ago
3:39

aShemaleTube

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Brazilian tranny Renata Aguiar fucks a guy in the anal after he fucks her for the first time
11 months ago
6:20

JizzBunker

Brazilian tranny Renata Aguiar fucks a guy in the anal after he fucks her for the first time

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1 year ago
10:01

ShemaleSin

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Ts superstar Aubrey Miles excitedly welcomes hunk stud Ramon Nmar in her first ever scene with a transexual. the busty tbabe striptease in fishnet lin
2 years ago
5:50

FapCat

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9 months ago
5:25

xHamster

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Hot and Happening: Blonde Crossdresser's Live Adventures
7 months ago
5:50

xHamster

Hot and Happening: Blonde Crossdresser's Live Adventures

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1 year ago
0:46

ShemaleSin

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Amateur Shemale Sex 114
3 years ago
1:04

aShemaleTube

Amateur Shemale Sex 114

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My Ebony Friend Wanted To Fuck A Trans For The First Time
11 months ago
10:19

BeMyHole

My Ebony Friend Wanted To Fuck A Trans For The First Time

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1 year ago
11:13

KeekAss

First-Timer flick with t-girl gf

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First Time Teen TGirl Uses Toy Machine And Strokes Cock
2 years ago
4:00

FapCat

First Time Teen TGirl Uses Toy Machine And Strokes Cock

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3 years ago
8:46

TrannyOne

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7 months ago
1:32

aShemaleTube

sissy trying bbc dildo for the first time

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6 months ago
5:31

xHamster

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TGIRLBBW: DEBUT OF SUMMER FLOW!
1 year ago
3:11

JizzBunker

TGIRLBBW: DEBUT OF SUMMER FLOW!

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FEMOUT XXX - Sable First Time Glimpse Of Her Cuteness
41 days ago
3:06

HQBang

FEMOUT XXX - Sable First Time Glimpse Of Her Cuteness

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Thai Ladyboy Tries Bbc For The First Time
1 year ago
6:56

ShemaleZ

Thai Ladyboy Tries Bbc For The First Time

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3 months ago
5:35

XXXDan

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Tall Trans Angel Drilled Raw By Small CIS Hotty
11 months ago
40:43

ShemaleSin

Tall Trans Angel Drilled Raw By Small CIS Hotty

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Fresh Ladyboy First Timer Bareback Shibari
1 year ago
6:12

getTranny

Fresh Ladyboy First Timer Bareback Shibari

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6 months ago
5:29

xHamster

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3 years ago
10:53

ShemaleSin

SISSY INSERTS two INCH ASS PLUG FOR FIRST TIME & IT'S INTENSIVE!

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Str8 Man Drilled by Sexy Blond Trans Woman
2 years ago
1:50

ShemaleSin

Str8 Man Drilled by Sexy Blond Trans Woman

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4 years ago
6:51

aShemaleTube

Shemale Painful Anal Fuck 30x6 cm + 2 Cumshots

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Mike has never been with a trans man before, but only because he's never had the opportunity. He's always been intrigued and curious, but wa
5 months ago
7:58

FapCat

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*limited First Time* [innocent Big Breasts Girl] Too Le
1 year ago
7:59

getTranny

*limited First Time* [innocent Big Breasts Girl] Too Le

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2 years ago
6:06

FapCat

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2 years ago
1:14

ShemaleSin

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Nov 2nd 2022
2 years ago
12:06

ShemaleSin

Nov 2nd 2022

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Stunning Trap from the club
7 years ago
6:28

aShemaleTube

Stunning Trap from the club

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Faux-Cock Railing in the shower with internal cumshot
1 year ago
3:04

KeekAss

Faux-Cock Railing in the shower with internal cumshot

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Nice peegasm for Vicky
4 years ago
4:01

aShemaleTube

Nice peegasm for Vicky

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Tgirl Jessy Dubai and Steve Rickz take turns fucking in part 1
11 months ago
7:20

ShemaleTaxi

Tgirl Jessy Dubai and Steve Rickz take turns fucking in part 1

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Our First Time Sharing A Spicy Shemale
11 months ago
13:46

BeMyHole

Our First Time Sharing A Spicy Shemale

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